Method for producing glycoside compound

Abstract

A purpose of the present invention is to provide a method for producing a glycoside compound having a high purity. The present invention provides a method for producing a glycoside compound represented by formula (3) (wherein B a , i-Pr and n are the same as those defined below), which comprises reacting a glycoside compound of formula (1) (wherein B a represents an adenine group which may be optionally substituted with an acyl group, and i-Pr represents an isopropyl group) with an ether compound of formula (2) (wherein R 1 represents a C1-C6 alkyl group or a phenyl group, and n is 0 or 1) in one or more solvents selected from tetrahydropyran and 4-methyltetrahydropyran in the presence of one or more halogenated agents selected from halogen, N-halogenated succinimide, and N-halogenated hydantoin.

The invention claimed is: 
     
         1 . A method for producing a glycoside compound represented by formula (3): 
       
         
           
           
               
               
           
         
         where B a  represents an adenine group which may be optionally substituted with an acyl group, i-Pr group represents an isopropyl group, and n is 0 or 1, 
         the method comprising: 
         reacting a glycoside compound represented by formula (1): 
       
       
         
           
           
               
               
           
         
         wherein B a  represents an adenine group which may be optionally substituted with an acyl group, and i-Pr group represents an isopropyl group, 
         with an ether compound represented by formula (2): 
       
       
         
           
           
               
               
           
         
         wherein R 1  represents a C1-C6 alkyl group or a phenyl group, and n is 0 or 1, 
         in 4-methyltetrahydropyran in the presence of at least one halogenating agent selected from the group consisting of halogen, N-halogenated succinimide, and N-halogenated hydantoin. 
       
     
     
         2 . The method for producing according to  claim 1  wherein, in the formulas (2) and (3), n is 1. 
     
     
         3 . The method for producing according to  claim 1  wherein, in the formulas (2) and (3), n is 0. 
     
     
         4 . The method for producing according to  claim 1  wherein the halogenating agent is halogen. 
     
     
         5 . The method for producing according to  claim 1  wherein the halogenating agent is iodine. 
     
     
         6 . The method for producing according to  claim 1  wherein R 1  represents a methyl group. 
     
     
         7 . The method for producing according to  claim 1  wherein, in the formulas (1) and (3), B a  represents an adenine group which is substituted with an acetyl group or a benzoyl group. 
     
     
         8 . The method for producing according to  claim 1  wherein, in the formulas (1) and (3), B a  represents an adenine group which is substituted with an acetyl group.